3 years ago

Origin of Stereoselectivity of the Photoinduced Asymmetric Phase-Transfer-Catalyzed Perfluoroalkylation of β-Ketoesters

Origin of Stereoselectivity of the Photoinduced Asymmetric Phase-Transfer-Catalyzed Perfluoroalkylation of β-Ketoesters
Xin Li, Chen Yang, Wei Zhang, Xiao-Song Xue, Yi-He Li, Jin-Pei Cheng
The sources of asymmetric induction in the photoinduced phase-transfer-catalytic perfluoroalkylation of β-ketoesters were interpreted by density functional theory calculations. The calculations indicated that multiple hydrogen-bonding interactions mode rather than π–π stacking interactions model better described the transition structure of the reaction. The quantitative estimation of these noncovalent interactions within the key transition states identified that the O–H···O and specific C–H···O hydrogen bonds play key roles for the stereocontrol.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01130

DOI: 10.1021/acs.joc.7b01130

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.